2-Methyl-4-(naphthalen-2-yl)-3a-nitro-3,3a,4,9b-tetrahydro-2H-spiro[chromeno[3,4-c]pyrrole-1,3′-indolin]-2′-one

Abstract

In the title compound, C29H23N3O4, the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 89.73 (8)°. The latter ring makes dihedral angles of 47.80 (8) with the naphthalene ring system and 32.38 (8)° with the hydropyran ring mean plane. There is an intramolecular C-H...O hydrogen bond involving the indoline-2-one O atom. In the crystal, adjacent molecules are linked via N—H...O hydrogen bonds, forming chains propagating along [100]. The chains are linked via weak C—H...O hydrogen bonds, forming two-dimensional networks, lying parallel to (101), and consolidated by C—H...π interactions.